Coffee With Cole: The Digital Writing Podcast

How to Start and Sell a Paid Newsletter That Works


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How to Start and Sell a Paid Newsletter That Works

This episode features a clip from our Premium Ghostwriting Academy Hot Seat live session, where we break down how to launch a paid newsletter in a way that works. Many people rush into charging for content without knowing if there’s real demand. The key is understanding what makes people willing to pay—not just information, but insight, perspective, and personal experience.

We’ll cover why testing your audience first is important, how to sell a small paid product before committing to a full newsletter, and how to structure content so subscribers stick around. If you’re thinking about monetizing your writing, this episode will help you take the right steps.

(0:00) Introduction and question recap: How to structure a paid newsletter
(1:31) Why free content helps build demand before launching a paid version
(4:13) The difference between what people consume for free vs. what they’ll pay for
(7:06) Testing demand by selling a one-time product before committing to a subscription
(10:23) How to turn a successful book, report, or product into a paid newsletter
(13:16) The challenges of recurring revenue and why retention matters


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✍️ Want to start writing online? Download this free Ultimate Guide to get started: https://startwritingonline.com


🚢 Ready to build your daily writing habit and accelerate your trajectory as a Digital Writer? Join Ship 30 for 30: https://www.ship30for30.com


👻 Want me to be your ghostwriting mentor? Apply to join our Premium Ghostwriting Academy: https://join.premiumghostwritingacademy.com/


🤖 Need some help learning how to leverage AI as a writer? Check out our favorite ChatGPT prompts for writers: https://startwritingwithai.com


💻 Want an endless supply of proven, viral-worthy digital writing templates? Check out our software platform, Typeshare: https://typeshare.co


🧙‍♂️Are you a fiction writer? Here's a crash course on how to turn timeless storytelling frameworks into game-changing ChatGPT prompts: https://startfictionwritingwithai.com/


📚 For more information on my books, businesses, and other writings, visit my website: https://www.nicolascole.com

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Coffee With Cole: The Digital Writing PodcastBy Nicolas Cole

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